Cheap Flights from Milan to Chicago, IL from $342
On Cheapflightsplus.com you will find 705 connecting flights from Milan to Chicago. You can compare airfare deals from 37 airlines and multiple travel sites from $342, book and save on cheap plane tickets and last minute offers. Also check out MIL-CHI flight schedule to find best flight time, convenient departure and arrival airports.
Find One-Way and Round-Trip Milan to Chicago Flight Deals
Best Flights from Milan to Chicago Today
Price | Departure | Arrival | Flight Duration | Airline | Flight |
---|---|---|---|---|---|
from $471 | 11:55 Milan Malpensa | 22:55 Chicago O'Hare International | 18h 0m layover 6h 25m - New York | Neos | NO787 NK225 |
from $474 | 06:20 Milan Malpensa | 15:30 Chicago O'Hare International | 16h 10m layover 3h 45m - Lisbon | TAP Portugal | TP829 TP243 |
from $504 | 13:30 Milan Malpensa | 17:20+1 день Chicago O'Hare International | 34h 50m layover 23h 30m - Reykjavik | Aero Services Executive | W46453 FI853 |
from $342 | 07:15 Milan Malpensa | 20:08 Chicago Midway | 19h 53m layover 4h 30m - Reykjavik 2h 9m - Baltimore | EasyJet | U23969 OG101 F93087 |
from $359 | 09:40 Milan Malpensa | 22:55 Chicago O'Hare International | 20h 15m layover 2h 10m - London 5h 25m - New York | Wizz Air UK | W96305 Z0701 NK225 |
from $371 | 18:35 Milan Malpensa | 14:33+2 дня Chicago O'Hare International | 50h 58m layover 16h 15m - London 19h 15m - Miami | Aero Services Executive | W46303 Z0723 NK396 |
from $372 | 10:30 Milan Linate | 08:51+1 день Chicago O'Hare International | 29h 21m layover 3h 15m - Berlin 10h 20m - Miami | EasyJet | U25064 N0623 NK1838 |
from $379 | 22:05 Milan Malpensa | 14:33+2 дня Chicago O'Hare International | 47h 28m layover 12h 55m - London 19h 15m - Miami | EasyJet | U22486 Z0723 NK396 |
from $384 | 21:55 Milan Malpensa | 12:39+2 дня Chicago O'Hare International | 45h 44m layover 19h 10m - Paris 13h 59m - New York | EasyJet | U24546 BF720 NK1681 |
from $384 | 18:35 Milan Malpensa | 11:02+2 дня Chicago O'Hare International | 47h 27m layover 17h 15m - London 17h 36m - Newark | Aero Services Executive | W46303 Z0701 NK209 |
from $388 | 06:40 Milan Malpensa | 08:51+1 день Chicago O'Hare International | 33h 11m layover 6h 10m - London 11h 45m - Miami | Aero Services Executive | W46301 Z0723 NK1838 |
from $392 | 06:40 Milan Malpensa | 10:02+1 день Chicago Midway | 34h 22m layover 6h 10m - London 13h 30m - Orlando | Aero Services Executive | W46301 Z0783 F91457 |
from $394 | 10:30 Milan Linate | 19:18+1 день Chicago Midway | 39h 48m layover 3h 15m - Berlin 20h 58m - Miami | EasyJet | U25064 N0623 F92109 |
from $394 | 21:50 Milan Malpensa | 14:33+2 дня Chicago O'Hare International | 47h 43m layover 13h 15m - London 19h 15m - Miami | EasyJet | U26432 Z0723 NK396 |
from $402 | 20:45 Milan Malpensa | 12:39+2 дня Chicago O'Hare International | 46h 54m layover 20h 25m - Paris 13h 59m - New York | Vueling | VY8431 BF720 NK1681 |
from $409 | 18:35 Milan Malpensa | 14:42+2 дня Chicago Midway | 51h 7m layover 18h 15m - London 18h 8m - Orlando | Aero Services Executive | W46303 Z0783 F91457 |
Flight Schedule Milan to Chicago (Illinois)
Departure | Arrival | Flight Details | Flight Duration | Price |
---|---|---|---|---|
06:20 — 15:30
|
06:20 — 08:15
TP829
TAP Portugal
Milan — Lisbon
3h 45m stop
11:55 — 15:30
TP243
TAP Portugal
Lisbon — Chicago
|
16h 10m including layover |
Find flight
from$474 |
|
06:25 — 15:15
|
06:25 — 07:45
UA9305
United Airlines
Milan — Frankfurt
5h 5m stop
12:50 — 15:15
UA906
United Airlines
Frankfurt — Chicago
|
15h 50m including layover |
Find flight
from$759 |
|
07:00 — 10:10
+1 day
|
07:00 — 12:00
TK1878
Turkish Airlines
Milan — Istanbul
19h 35m stop
07:35 — 10:10
TK185
Turkish Airlines
Istanbul — Chicago
|
34h 10m including layover |
Find flight
from$517 |
|
07:15 — 17:20
|
07:15 — 10:50
U23969
EasyJet
Milan — Reykjavik
5h 55m stop
16:45 — 17:20
FI853
Icelandair
Reykjavik — Chicago
|
17h 5m including layover |
Find flight
from$574 |
|
09:30 — 10:50
+1 day
|
09:30 — 11:10
JU417
Air Serbia
Milan — Belgrade
19h 50m stop
07:00 — 10:50
JU506
Air Serbia
Belgrade — Chicago
|
32h 20m including layover |
Find flight
from$531 |
|
09:40 — 15:50
|
09:40 — 11:40
D83751
Djibouti Airlines
Milan — Copenhagen
1h 55m stop
13:35 — 15:50
SK943
SAS
Copenhagen — Chicago
|
13h 10m including layover |
Find flight
from$584 |
|
10:30 — 14:30
+1 day
|
10:30 — 12:50
IB672
Iberia
Milan — Madrid
22h 45m stop
11:35 — 14:30
IB341
Iberia
Madrid — Chicago
|
35h including layover |
Find flight
from$583 |
|
10:50 — 14:30
+1 day
|
10:50 — 13:10
UX1066
Air Europa
Milan — Madrid
22h 25m stop
11:35 — 14:30
IB341
Iberia
Madrid — Chicago
|
34h 40m including layover |
Find flight
from$579 |
|
11:55 — 22:55
|
11:55 — 14:50
NO787
Neos
Milan — New York
6h 25m stop
21:15 — 22:55
NK225
Spirit Airlines
New York — Chicago
|
18h including layover |
Find flight
from$471 |
|
11:55 — 15:30
+1 day
|
11:55 — 13:50
TP823
TAP Portugal
Milan — Lisbon
22h 5m stop
11:55 — 15:30
TP243
TAP Portugal
Lisbon — Chicago
|
34h 35m including layover |
Find flight
from$486 |
|
12:15 — 18:45
|
12:15 — 13:25
BA587
British Airways
Milan — London
2h 20m stop
15:45 — 18:45
BA297
British Airways
London — Chicago
|
13h 30m including layover |
Find flight
from$909 |
|
13:15 — 18:45
|
13:10 — 14:20
BA577
British Airways
Milan — London
1h 20m stop
15:45 — 18:45
BA297
British Airways
London — Chicago
|
12h 30m including layover |
Find flight
from$908 |
|
13:30 — 17:20
+1 day
|
13:30 — 17:15
W46453
Aero Services Executive
Milan — Reykjavik
23h 30m stop
16:45 — 17:20
FI853
Icelandair
Reykjavik — Chicago
|
34h 50m including layover |
Find flight
from$504 |
|
14:40 — 18:25
+1 day
|
14:40 — 19:35
TK1896
Turkish Airlines
Milan — Istanbul
19h 55m stop
15:30 — 18:25
TK5
Turkish Airlines
Istanbul — Chicago
|
34h 45m including layover |
Find flight
from$636 |
|
14:40 — 10:10
+1 day
|
14:40 — 19:35
TK1896
Turkish Airlines
Milan — Istanbul
12h stop
07:35 — 10:10
TK185
Turkish Airlines
Istanbul — Chicago
|
26h 30m including layover |
Find flight
from$714 |
|
15:15 — 15:15
+1 day
|
15:15 — 21:30
RJ104
Royal Jordanian
Milan — Amman
13h 5m stop
10:35 — 15:15
RJ263
Royal Jordanian
Amman — Chicago
|
31h including layover |
Find flight
from$676 |
|
15:50 — 16:50
+1 day
|
15:30 — 16:40
BA591
British Airways
Milan — London
21h 10m stop
14:10 — 17:00
BA1542
British Airways
London — Chicago
|
32h including layover |
Find flight
from$917 |
|
16:50 — 16:50
+1 day
|
16:35 — 17:40
BA575
British Airways
Milan — London
20h 15m stop
14:10 — 17:00
BA1542
British Airways
London — Chicago
|
31h including layover |
Find flight
from$918 |
|
16:50 — 13:55
+1 day
|
16:35 — 17:40
BA575
British Airways
Milan — London
17h 5m stop
11:00 — 13:55
BA295
British Airways
London — Chicago
|
28h 5m including layover |
Find flight
from$920 |
|
17:45 — 15:30
+1 day
|
17:45 — 19:40
TP827
TAP Portugal
Milan — Lisbon
16h 15m stop
11:55 — 15:30
TP243
TAP Portugal
Lisbon — Chicago
|
28h 45m including layover |
Find flight
from$479 |
|
18:20 — 14:30
+1 day
|
18:20 — 20:40
UX1062
Air Europa
Milan — Madrid
14h 55m stop
11:35 — 14:30
IB341
Iberia
Madrid — Chicago
|
27h 10m including layover |
Find flight
from$580 |
|
18:35 — 10:10
+1 day
|
18:35 — 23:35
TK1876
Turkish Airlines
Milan — Istanbul
8h stop
07:35 — 10:10
TK185
Turkish Airlines
Istanbul — Chicago
|
22h 35m including layover |
Find flight
from$517 |
|
19:10 — 14:30
+1 day
|
19:10 — 21:30
IB676
Iberia
Milan — Madrid
14h 5m stop
11:35 — 14:30
IB341
Iberia
Madrid — Chicago
|
26h 20m including layover |
Find flight
from$585 |
|
19:55 — 10:50
+1 day
|
19:55 — 21:35
JU419
Air Serbia
Milan — Belgrade
9h 25m stop
07:00 — 10:50
JU506
Air Serbia
Belgrade — Chicago
|
21h 55m including layover |
Find flight
from$513 |
|
20:15 — 15:50
+1 day
|
20:15 — 22:25
U23925
EasyJet
Milan — Copenhagen
14h 55m stop
13:35 — 15:50
SK943
SAS
Copenhagen — Chicago
|
26h 35m including layover |
Find flight
from$604 |
|
20:25 — 14:30
+1 day
|
20:25 — 22:50
IB666
Iberia
Milan — Madrid
12h 45m stop
11:35 — 14:30
IB341
Iberia
Madrid — Chicago
|
25h 5m including layover |
Find flight
from$586 |
|
21:25 — 13:55
+1 day
|
20:45 — 21:55
BA581
British Airways
Milan — London
12h 25m stop
11:00 — 13:55
BA295
British Airways
London — Chicago
|
23h 30m including layover |
Find flight
from$909 |
Flight Information
Below we will explain in detail what the flights cost on the destination from Milan to Chicago depends on and how to choose the most interesting flight option for you.
Distance between Milan and Chicago is 7289 miles. Time difference between the cities is 7h. Airplanes depart 03:15 to 23:40 from 4 Milan airports and arrive 03:15 to 23:40 to 7 Chicago airports. Average flight time is 27h 55m.
- The fastest flight 11h 45m
- Average flight time 27h 55m
- The earliest flight 03:15
- The latest flight 23:40
- Distance 4530 ml
The cheapest months to travel to Chicago are february (from 342 $), january (from 359 $), december (from 414 $).
The most expensive months are november (from 436 $), december (from 414 $), january (from 359 $).
What is the lowest airfare Milan to Chicago?
The cheapest plane ticket found by our users is $342. This airfare is for economy class on one-way U23969 flight by EasyJet for February 21, 2025 which leaves Malpensa in Milan at 07:15 am and arrives at Chicago Midway at 20:08.
Popular Airlines on the Route
The flight Milan — Chicago is served by 37 regular airlines and 6 low-cost airlines. Most of the flights on this route are operated by United Airlines - 8 departures per week at the price of from $ 759 . And the most expensive tickets are offered by British Airways airline - from $ 2980.
Direct flights
There’re no direct flights on this route. Try flights with stops.
Connecting Flights
There are 705 flights with layovers on the route. The fastest connecting flight is UA9305 by United Airlines takes 11h 45m and the cheapest is U23969 by EasyJet for $342.
- from $543Find
- from $759Find
- from $1387Find
- from $459Find
- from $710Find
- from $438Find
- NO - Neosfrom $471Find
- S4 - SATA Internationalfrom $533Find
- W9 - Wizz Air UKfrom $359Find
- XZ - Ivoire Aero-Servicesfrom $647Find
- VY - Vuelingfrom $402Find
- FI - Icelandairfrom $727Find
Airports
You can fly from Milan to Chicago from 4 airports (Linate, Malpensa, Milan Bergamo (Orio al Serio), Segrate).
Milan airports
- Linate-LINfrom $372Find
- Malpensa-MXPfrom $342Find
- Milan Bergamo (Orio al Serio)-BGYfrom $468Find
- Segrate-SWKFind
Chicago airports
- O'Hare International-ORDFind
- Midway-MDWFind
- Dupage County-DPAFind
- Chicago FSS-CHIFind
- Merrill C Meigs (closed)-CGXFind
- Pal-Waukee-PWKFind
- Chicago NAS-NOHFind
Airplanes
There are flights to Chicago from Milan by 37 airlines that use 0 aircraft brands. They range from huge modern airplanes to small-sized.
Top International Destinations from Milan
Our state-of-the art metasearch will definitely provide you with the best airfare on international flights. We’re proud to partner with many reliable travel suppliers located outside the US what gives us an opportunity to offer the most competitive prices on far destinations.
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How to book a plane ticket yourself?
- Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
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